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RESEARCH PRODUCT
A new strategy for the synthesis of fluorinated 3,4-dihydropyrimidinones
Jose Luis AcenaSantos FusteroCarlos Del PozoSilvia Catalansubject
chemistry.chemical_classificationNucleophilic additionFluorinated nitrilesTandemChemistryOrganic ChemistryThio-BiochemistryInorganic ChemistryReaction sequenceMulticomponent reactionsEnvironmental ChemistryOrganic chemistryFluorinated dihydropyrimidinonesPhysical and Theoretical ChemistryAlkylIntramolecular aza-Michael reactiondescription
A new family of 3,4-dihydropyrimidinones (DHPMs) bearing fluorinated substituents at C6 have been prepared from gem-difluorinated nitriles, alkyl 3-butenoates and iso(thio)cyanates. This novel Biginelli-type process relies on the gamma-addition of the ester-derived enolate to fluorinated nitriles. A tandem nucleophilic addition aza-Michael reaction sequence completes the synthetic process. (C) 2009 Elsevier B.V. All rights reserved.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2009-12-01 |